7MS #353: Tales of Internal Pentest Pwnage - Part 1
7 Minute Security22 Mars 2019

7MS #353: Tales of Internal Pentest Pwnage - Part 1

Buckle up! This is one of my favorite episodes.

Today I'm kicking off a two-part series that walks you through a narrative of a recent internal pentest I worked on. I was able to get to Domain Admin status and see the "crown jewels" data, so I thought this would be a fun and informative narrative to share. Below are some highlights of topics/tools/techniques discussed:

Building a pentest dropbox

The timing is perfect - my pal Paul (from Project7) and Dan (from PlexTrac) have a two-part Webinar series on building your own $500 DIY Pentest Lab, but the skills learned in the Webinars translate perfectly into making a pentest dropbox. Head to our webinars page for more info.

Securing a pentest dropbox

What I did with my Intel NUC pentest dropbox is build a few VMs as follows:

  • Win 10 pro management box with Bitlocker drive encryption and Splashtop (not a sponsor) which I like because it offers 2FA and an additional per-machine password/PIN. I think I spent $100/year for it.

  • Kali attack box with an encrypted drive (Kali makes this easy by offering you this option when you first install the OS).

Scoping/approaching a pentest

From what I can gather, there are (at least) two popular schools of thought as it relates to approaching a pentest:

  • From the perimeter - where you do a lot of OSINT, phish key users, gain initial access, and then find a path to privilege from there.

  • Assume compromise - assume that eventually someone will click a phishing link and give bad guys a foothold on the network, so you have the pentester bring in a Kali box, plug it into the network, and the test begins from that point.

Pentest narrative

For one of the tests I worked on, here were some successes and challenges I had along the way:

Check out the show notes at 7MS.us as there's lots more good info there!

Avsnitt(710)

7MS #710: I'm Taking a Break

7MS #710: I'm Taking a Break

Hi friends, I'm going to be taking a break from producing podcast episodes, as well as content over at 7MinSec.club.  It's a temporary break, so please don't unsubscribe, unfollow, etc.  I need some extra time/energy to invest in helping our friends/family/neighbors/communities in the Twin Cities. Important note: our professional services are not impacted by this.  If you have security projects going on with us now (or want to in the future), nothing has changed there.  It's business as usual. Looking forward to reconnecting with you and providing more updates as soon as possible.

17 Jan 4min

7MS #709: Second Impressions of Twingate

7MS #709: Second Impressions of Twingate

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10 Jan 20min

7MS #708: Tales of Pentest Fail – Part 6

7MS #708: Tales of Pentest Fail – Part 6

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2 Jan 25min

7MS #707: Our New Pentest Course Has Launched!

7MS #707: Our New Pentest Course Has Launched!

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26 Dec 202514min

7MS #706: Tales of Pentest Pwnage – Part 80

7MS #706: Tales of Pentest Pwnage – Part 80

I'm so excited to share today's tale of pentest pwnage, because it brings back to life a coercion technique I thought wouldn't work against Windows 11! Spoiler alert: check out rpc2efs, as well as the 7MinSec Club episode we did on the topic this week. Also, our January Light Pentest LITE:GOAD class is open for registration here!

19 Dec 202529min

7MS #705: A Phishing Campaign Fail Tale

7MS #705: A Phishing Campaign Fail Tale

This might be obvious, but security is not all domain admin dancing and maximum pwnage. Sometimes, despite my best efforts, a security project does a faceplant. Today's episode focuses on a phishing campaign that had plenty of "bites" but got immediately shut down – for reasons I still don't understand.

12 Dec 202521min

7MS #704: DIY Pentest Dropbox Tips – Part 12

7MS #704: DIY Pentest Dropbox Tips – Part 12

Hola friends!  My week has very much been about trying to turnaround pentest dropboxes as quickly as possible.  In that adventure, I came across two time-saving discoveries: Using a Proxmox LXC as a persistent remote access method Writing a Proxmox post-deployment script that installs Splashtop on the Windows VM, and resets the admin passwords on both VMs, all from the Proxmox SSH console without touching the console on either VM If you feel some of this is better seen than said, on this week's 7MinSec.club Tuesday TOOLSday broadcast we show this in more detail.

5 Dec 202524min

7MS #703: Tales of Pentest Pwnage – Part 79

7MS #703: Tales of Pentest Pwnage – Part 79

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